Date | May 2018 | Marks available | 1 | Reference code | 18M.1.sl.TZ1.27 |
Level | SL | Paper | 1 | Time zone | TZ1 |
Command term | Identify | Question number | 27 | Adapted from | N/A |
Question
Which compound could be formed when CH3CH2CH2OH is heated with acidified potassium dichromate(VI)?
I. CH3CH2CHO
II. CH3CH2COOH
III. CH3COCH3
A. I and II only
B. I and III only
C. II and III only
D. I, II and III
Markscheme
A
Examiners report
Syllabus sections
- 18M.1.sl.TZ1.25: What is the product of the reaction between hex-3-ene and steam? A. Hexan-1-ol B. ...
- 18M.1.sl.TZ1.26: Which of these reactions proceeds by a free radical mechanism in the presence of UV...
-
18M.2.sl.TZ1.3a.ii:
Outline the formation of polyethene from ethene by drawing three repeating units of the polymer.
-
18M.2.sl.TZ1.3d:
State the characteristic reaction mechanism of benzene.
- 18M.1.sl.TZ2.26: What is the mechanism for the reaction of propene with iodine in the dark? A. ...
- 22M.2.hl.TZ1.5b(iii): Deduce the structural formula of the repeating unit of the polymer formed from this alkene.
-
22M.2.hl.TZ1.5c:
Deduce what would be observed when Compound B is warmed with acidified aqueous potassium dichromate (VI).
-
22M.1.sl.TZ1.26:
Which reagents and conditions are best for converting propan-1-ol into propanoic acid?
A. Reflux with acidified potassium dichromate (VI)
B. Reflux with aqueous sodium hydroxide
C. Distil with acidified potassium dichromate (VI)
D. Distil with aqueous sodium hydroxide
- 22M.1.sl.TZ1.27: What is produced when chlorobutane is treated with aqueous sodium hydroxide solution? A. ...
- 22M.2.sl.TZ1.3f(i): Identify the type of reaction.
-
22M.2.sl.TZ1.3e:
Deduce what would be observed when Compound B is warmed with acidified aqueous potassium dichromate (VI).
- 19N.2.sl.TZ0.3e: Ethene is often polymerized. Draw a section of the resulting polymer, showing two repeating...
-
22M.1.hl.TZ1.34:
Which reagents and conditions are best for converting propan-1-ol into propanoic acid?
A. Reflux with acidified potassium dichromate (VI)
B. Reflux with LiAlH4
C. Distil with acidified potassium dichromate (VI)
D. Distil with LiAlH4
-
19N.2.sl.TZ0.3c(i):
Write an equation for the complete combustion of the organic product in (b).
-
17M.3.hl.TZ2.3c.ii:
Suggest, giving one reason, whether this is an addition or condensation reaction.
- 22M.1.sl.TZ2.27: Which reaction mechanisms are typical for alcohols and halogenoalkanes?
-
18M.2.sl.TZ2.7b.ii:
The aldehyde can be further oxidized to a carboxylic acid.
Outline how the experimental procedures differ for the synthesis of the aldehyde and the carboxylic acid.
- 18M.1.hl.TZ2.35: Which is the correct combination of substitution reaction mechanisms?
-
22M.1.hl.TZ2.35:
Which reaction involves homolytic fission?
A. CH4 + Cl2
B. CH3Br + NaOH
C. (CH3)3CBr + NaOH
D. C6H6 + HNO3 + H2SO4
- 18M.1.hl.TZ1.33: Which monomer could create this polymer? A. But-2-ene B. But-1-ene C. ...
- 17M.1.sl.TZ2.26: Which conditions are used to convert ethanol to ethanal? A. Excess oxidizing agent and...
-
22M.2.sl.TZ2.4d(ii):
Write the equation for the reaction between but-2-ene and hydrogen bromide.
-
22M.2.sl.TZ2.4d(iii):
State the type of reaction.
-
17M.2.sl.TZ1.5d:
Chloroethene, C2H3Cl, can undergo polymerization. Draw a section of the polymer with three repeating units.
- 17M.1.sl.TZ2.25: Which describes the reaction between a halogen and ethane?
-
17M.2.hl.TZ2.6b:
The overall equation for monochlorination of methane is:
CH4(g) + Cl2(g) → CH3Cl(g) + HCl(g)
Calculate the standard enthalpy change for the reaction, ΔH θ, using section 12 of the data booklet.
-
19M.1.hl.TZ2.35:
What must be present on a nucleophile?
A. Negative charge
B. Lone pair of electrons
C. Positive charge
D. Symmetrical distribution of electrons
-
19M.1.sl.TZ1.27:
Which alcohol would produce a carboxylic acid when heated with acidified potassium dichromate(VI)?
A. propan-2-ol
B. butan-1-ol
C. 2-methylpropan-2-ol
D. pentan-3-ol
- 19N.1.sl.TZ0.26: What type of reaction occurs when C6H13Br becomes C6H13OH? A. Nucleophilic...
- 18M.1.hl.TZ1.40: Which would be the most effective method to distinguish between liquid propan-1-ol and...
-
18M.2.hl.TZ1.3a.ii:
Outline the formation of polyethene from ethene by drawing three repeating units of the polymer.
-
20N.2.hl.TZ0.1d(i):
State the type of reaction occurring when ethane reacts with chlorine to produce chloroethane.
-
18M.2.hl.TZ1.3a.i:
Ethyne, like ethene, undergoes hydrogenation to form ethane. State the conditions required.
- 22M.2.hl.TZ2.8d(iii): State the type of reaction.
-
22M.2.hl.TZ2.8d(ii):
Write the equation for the reaction between but-2-ene and hydrogen bromide.
- 16N.3.sl.TZ0.17b: Oseltamivir does not possess the carboxyl group needed for activity until it is chemically...
-
18N.1.sl.TZ0.27:
Which compounds react to form CH3CH2CH2COOCH(CH3)2?
A. propanoic acid and propan-2-ol
B. propanoic acid and butan-2-ol
C. butanoic acid and propan-1-ol
D. butanoic acid and propan-2-ol
-
18N.2.sl.TZ0.2d.i:
State a suitable oxidizing agent for the oxidation of propan-2-ol in an acidified aqueous solution.
-
18N.2.sl.TZ0.2d.iii:
Deduce the product of the oxidation of propan-2-ol with the oxidizing agent in (d)(i).
- 18N.2.hl.TZ0.9b: Classify 1-bromopropane as a primary, secondary or tertiary halogenoalkane, giving a reason.
- 18N.2.hl.TZ0.9a: State a reason why most halogenoalkanes are more reactive than alkanes.
- 18N.2.sl.TZ0.7a: Identify the type of reaction in step 1.
-
19M.2.sl.TZ1.1c(i):
Identify the initiation step of the reaction and its conditions.
-
17M.3.hl.TZ1.9a:
Deduce the repeating unit of the polymer and the other product of the reaction.
-
18M.2.sl.TZ2.7b.i:
Formulate the ionic equation for the oxidation of propan-1-ol to the corresponding aldehyde by acidified dichromate(VI) ions. Use section 24 of the data booklet.
-
19N.2.sl.TZ0.3b:
Write an equation for the reaction of C2H5Cl with aqueous sodium hydroxide to produce a C2H6O compound, showing structural formulas.
-
19M.1.hl.TZ1.34:
Which alcohol would produce a carboxylic acid when heated with acidified potassium dichromate(VI)?
A. propan-2-ol
B. butan-1-ol
C. 2-methylpropan-2-ol
D. pentan-3-ol
-
16N.2.sl.TZ0.5b:
Both propane and propene react with bromine.
(i) State an equation and the condition required for the reaction of 1 mol of propane with 1 mol of bromine.
(ii) State an equation for the reaction of 1 mol of propene with 1 mol of bromine.
(iii) State the type of each reaction with bromine.
Propane:
Propene:
-
16N.2.sl.TZ0.1d:
Ethane-1,2-diol can be oxidized first to ethanedioic acid, (COOH)2, and then to carbon dioxide and water. Suggest the reagents to oxidize ethane-1,2-diol.
-
18N.1.sl.TZ0.24:
Which compounds cause the colour of acidified potassium manganate(VII) solution to change from purple to colourless?
I. CH3CH2CH2CH2OH
II. (CH3)3CCH2OH
III. CH3CH2CH(OH)CH3
A. I and II only
B. I and III only
C. II and III only
D. I, II and III
-
19M.2.hl.TZ2.1c(i):
State the name of product B, applying IUPAC rules.
- 19M.1.sl.TZ1.26: What is the mechanism of the reaction between alkenes and halogens in the absence of...
-
19M.1.sl.TZ2.26:
Methane reacts with chlorine in sunlight.
CH4 (g) + Cl2 (g) → CH3Cl (g) + HCl (g)
Which type of reaction occurs?
A. free-radical substitution
B. electrophilic substitution
C. nucleophilic substitution
D. electrophilic addition
-
18M.2.hl.TZ1.7c.i:
State the organic product of the reaction between 1-chlorobutane, CH3CH2CH2CH2Cl, and aqueous sodium hydroxide.
- 19M.1.sl.TZ2.25: Which of the following can be both formed from bromoethane and converted directly into...
-
19M.2.hl.TZ2.1a:
Write an equation for the complete combustion of ethyne.
-
22M.1.sl.TZ2.25:
Which structure represents a repeating unit of a polymer formed from propene?
A. –CH2–CH(CH3)–
B. –CH2–CH2–CH2–
C. –CH(CH3)–CH(CH3)–
D. –CH2–CH2–
-
17N.2.sl.TZ0.6a.i:
Deduce the type of chemical reaction and the reagents used to distinguish between these compounds.
- 17M.1.hl.TZ1.35: What is the major product of the reaction between 2-methylbut-2-ene and hydrogen bromide? A....
- 17N.1.sl.TZ0.27: Which type of reaction occurs between an alcohol and a carboxylic acid? A. Addition B....
- 16N.1.sl.TZ0.26: Which type of reaction occurs when methanol and propanoic acid react together in the presence...
-
16N.1.sl.TZ0.25:
Which monomer is used to form the polymer with the following repeating unit?
A. CH3CH=CHCH3
B. CH3CH2CH=CH2
C. CH3CH2CH2CH3
D. (CH3)2C=CH2
- 16N.3.sl.TZ0.2b: In trial 3, the students noticed that after heating, the crucible had turned black on the...
-
19M.2.sl.TZ1.1c(ii):
1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.
-
17N.1.sl.TZ0.25:
Which compound can be oxidized when heated with an acidified solution of potassium dichromate(VI)?
A. CH3C(O)CH2CH3
B. CH3CH2CH(OH)CH3
C. (CH3)3COH
D. CH3(CH2)2COOH
- 17N.3.sl.TZ0.8b.i: State the type of reaction occurring during the titration.
-
17N.2.sl.TZ0.6b:
Explain, with the help of equations, the mechanism of the free-radical substitution reaction of ethane with bromine in presence of sunlight.
- 17N.1.sl.TZ0.24: What is the major product of the reaction between HCl and but-2-ene? A....
-
19M.2.hl.TZ1.1d(i):
Identify the initiation step of the reaction and its conditions.
- 19N.3.sl.TZ0.9d(i): State one similarity and one difference in composition between phospholipids and...
- 19N.2.sl.TZ0.3a: State the type of reaction which converts ethene into C2H5Cl.
- 19N.3.hl.TZ0.12c: State one similarity and one difference in composition between phospholipids and...
- 21N.2.sl.TZ0.4a(i): Identify the type of reaction.
- 19N.2.hl.TZ0.3a(i): State the type of reaction.
-
19N.2.hl.TZ0.3c(i):
Write an equation for the complete combustion of the compound C3H8O formed in (a)(iv).
- 19N.2.hl.TZ0.3e: Propene is often polymerized. Draw a section of the resulting polymer, showing two repeating...
-
17M.2.hl.TZ2.7b.ii:
Deduce the structural formula of the main organic product when hex-1-ene reacts with hydrogen bromide.
-
19N.3.hl.TZ0.5a:
Draw the structure of the monomers of Kevlar® if the by-product of the condensation polymerization is hydrogen chloride.
-
19N.3.sl.TZ0.14a:
Write the equation for the complete combustion of ethanol.
-
17M.2.sl.TZ1.6b:
State the typical reactions that benzene and cyclohexene undergo with bromine.
-
17M.2.sl.TZ1.6a:
Discuss the physical evidence for the structure of benzene.
-
18M.2.hl.TZ1.3b:
Ethyne reacts with chlorine in a similar way to ethene. Formulate equations for the following reactions.
-
18M.2.sl.TZ1.3a.i:
Ethyne, like ethene, undergoes hydrogenation to form ethane. State the conditions required.
-
19M.1.hl.TZ2.33:
Methane reacts with chlorine in sunlight.
CH4 (g) + Cl2 (g) → CH3Cl (g) + HCl (g)
Which type of reaction occurs?
A. free-radical substitution
B. electrophilic substitution
C. nucleophilic substitution
D. electrophilic addition
- 21M.2.hl.TZ1.5e(iv): Propan-2-ol can also be formed in one step from a compound containing a carbonyl...
-
17M.2.hl.TZ2.7b.i:
Bromine was added to hexane, hex-1-ene and benzene. Identify the compound(s) which will react with bromine in a well-lit laboratory.
-
19M.2.sl.TZ2.1a:
Write an equation for the complete combustion of ethyne.
-
17M.2.sl.TZ2.6c:
Polyvinyl chloride (PVC) is a polymer with the following structure.
State the structural formula for the monomer of PVC.
-
17M.2.sl.TZ1.5a:
Ethane, C2H6, reacts with chlorine in sunlight. State the type of this reaction and the name of the mechanism by which it occurs.
-
17M.2.sl.TZ2.6b:
Bromine was added to hexane, hex-1-ene and benzene. Identify the compound(s) which will react with bromine in a well-lit laboratory.
-
19N.2.hl.TZ0.3d(i):
State the reagents for the conversion of the compound C3H8O formed in (a)(iv) into C3H6O.
- 19N.1.sl.TZ0.28: Which compound cannot undergo addition polymerization?
- 19N.1.sl.TZ0.27: Which will react with a halogen by an electrophilic substitution mechanism?
- 19N.3.sl.TZ0.9b: State one impact on health of the increase in LDL cholesterol concentration in blood.
-
19M.2.hl.TZ2.6a:
Draw the repeating unit of polyphenylethene.
- 20N.1.sl.TZ0.25: Which molecule will decolorize bromine water in the dark? A. cyclohexane B. hexane C. ...
- 20N.1.sl.TZ0.27: Which mechanism does benzene most readily undergo? A. Nucleophilic substitution B. ...
-
17M.2.hl.TZ2.2a.v:
Identify one organic functional group that can react with acidified K2Cr2O7(aq).
- 22M.2.sl.TZ1.3d(ii): Deduce the structural formula of the repeating unit of the polymer formed from this alkene.
-
19M.2.sl.TZ2.1c(i):
Product A contains a carbon–carbon double bond. State the type of reactions that compounds containing this bond are likely to undergo.
-
19M.2.hl.TZ1.2f(ii):
Formulate the equation for the complete combustion of benzoic acid in oxygen using only integer coefficients.
-
19N.2.sl.TZ0.3d(i):
State the reagents and conditions for the conversion of the compound C2H6O, produced in (b), into C2H4O.
-
19M.2.hl.TZ1.1d(ii):
1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.
-
19N.3.hl.TZ0.24c:
Explain how redox chemistry is used to measure the ethanol concentration in a breathalyser.
- 21M.1.sl.TZ1.26: What is formed in a propagation step of the substitution reaction between bromine and...
-
21M.1.sl.TZ1.27:
Which monomer would produce the polymer shown?
A.
B.
C.
D.
- 21M.2.hl.TZ1.5d: A white solid was formed when ethene was subjected to high pressure. Deduce the type of...
- 21M.2.hl.TZ1.5c: Suggest two possible products of the incomplete combustion of ethene that would not be formed...
- 21M.2.hl.TZ1.5e(iii): 2-bromopropane can be converted directly to propan-2-ol. Identify the reagent required.
-
21M.1.sl.TZ2.26:
Which monomer forms the polymer shown?
A.
B.
C.
D.
-
19M.2.sl.TZ1.2b(ii):
Formulate the equation for the complete combustion of benzoic acid in oxygen using only integer coefficients.
-
19M.2.hl.TZ2.1d(i):
Suggest the reagents and conditions required to ensure a good yield of product B.
Reagents:
Conditions:
-
20N.2.sl.TZ0.1d(iii):
Write the equation for the reaction of chloroethane with a dilute aqueous solution of sodium hydroxide.
-
21M.1.hl.TZ2.37:
Which can be reduced to a secondary alcohol?
A. C2H5COOH
B. CH3CH2OCH3
C. (CH3)2CHCHO
D. CH3COC2H5
-
17M.2.sl.TZ1.5b:
Formulate equations for the two propagation steps and one termination step in the formation of chloroethane from ethane.
-
17N.2.sl.TZ0.6a.ii:
State the observation expected for each reaction giving your reasons.
- 21M.2.sl.TZ1.5d: A white solid was formed when ethene was subjected to high pressure. Deduce the type of...
- 21M.2.sl.TZ1.5c: Suggest two possible products of the incomplete combustion of ethene that would not be formed...
-
21M.2.sl.TZ2.4a:
Several compounds can be synthesized from but-2-ene. Draw the structure of the final product for each of the following chemical reactions.
-
21M.2.sl.TZ2.4d:
Oxidation of ethanol with potassium dichromate, K2Cr2O7, can form two different organic products. Determine the names of the organic products and the methods used to isolate them.
-
21M.2.hl.TZ2.4a:
Several compounds can be synthesized from but-2-ene. Draw the structure of the final product for each of the following chemical reactions.
-
21M.2.hl.TZ2.5c:
Write the equation and name the organic product when ethanol reacts with methanoic acid.
-
21M.2.hl.TZ2.5b:
Oxidation of ethanol with potassium dichromate, K2Cr2O7, can form two different organic products. Determine the names of the organic products and the methods used to isolate them.
-
17M.2.sl.TZ2.6a:
Using relevant equations, show the initiation and the propagation steps for this reaction.
-
20N.2.sl.TZ0.1d(iv):
Deduce the nucleophile for the reaction in d(iii).
-
20N.2.sl.TZ0.1d(i):
State the type of reaction occurring when ethane reacts with chlorine to produce chloroethane.
-
20N.2.hl.TZ0.1d(ii):
Predict, giving a reason, whether ethane or chloroethane is more reactive.
-
20N.2.sl.TZ0.1d(ii):
Predict, giving a reason, whether ethane or chloroethane is more reactive.
-
22M.2.hl.TZ2.8c:
Describe a test and the expected result to indicate the presence of carbon–carbon double bonds.
-
22M.2.sl.TZ2.4c:
Describe a test and the expected result to indicate the presence of carbon–carbon double bonds.
-
21M.1.sl.TZ2.27:
Which is a propagation step in the free-radical substitution mechanism of ethane with chlorine?
A. C2 → 2 •C
B. •C2H5 + C2 → C2H5C + •C
C. •C2H5 + •C → C2H5C
D. C2H6 + •C → C2H5C + •H
- 22M.2.hl.TZ1.5d(i): Identify the type of reaction.
-
20N.1.hl.TZ0.34:
Which molecule can be oxidized to a carboxylic acid by acidified potassium dichromate(VI)?
A. Propan-1-ol
B. Propan-2-ol
C. 2-methylpropan-2-ol
D. Propanone
-
22M.1.sl.TZ2.22:
Which combination best describes what is happening to chloromethane, CH3Cl, in the equation below?
CH3Cl (g) + H2 (g) CH4 (g) + HCl (g)
A. Oxidation and addition
B. Oxidation and substitution
C. Reduction and addition
D. Reduction and substitution
- 21N.2.sl.TZ0.4a(ii): Outline the role of the hydroxide ion in this reaction.
- 21N.2.hl.TZ0.10b(ii): State the type of reaction which occurs between but-1-ene and hydrogen iodide at room...
- 21N.2.sl.TZ0.7b: Formulate equations for the two propagation steps and one termination step in the formation...